Synthesis and Characterization of Zinc (II) Phthalocyanine for Screening Potential Solar Cell Dye Application

Connor Atkinson

doi:10.21467/jmm.9.1.3-10

Authors

Connor Atkinson Department of Chemistry, University of Manchester https://orcid.org/0000-0003-3010-3871

DOI:

https://doi.org/10.21467/jmm.9.1.3-10

Abstract

Phthalocyanine molecules have the potential to be used in select Dye Sensitized Solar Cells (DSSCs) and Luminescent Solar Concentrators (LSCs), due to UV-Vis absorbance in the 300-450 (nm) Soret Band, corresponding to π HOMO-1 to π* LUMO transition and 550-690 (nm) Q-band, corresponding to π HOMO to π* LUMO transitions. In this study Tetranitro Zinc (II) Phthalocyanine is synthesized via base catalysis before the product is characterized via IR, 1H NMR & UV-Vis analysis. Assessing the desirability of the Tetranitro Zinc (II) Phthalocyanine as a solar organic semiconducting dye in DSSCs and LSCs. The desirability is assessed by novel computational DFT calculations, of the aggregation binding mode to deduce if Aggregation-Caused Quenching (ACQ) is occurring in the aggregated sample. ACQ is known to reduce DSSCs and LSCs generation of useful photo-active current. Aggregation-Caused Quenching (ACQ) is mathematically indicated in Phthalocyanine aggregation and Tetranitro Zinc (II) Phthalocyanine’s desirability is assessed for further use in DSSCs and LSCs.

Keywords:

Phthalocyanine, DFT, Dye Aggregation, Aggregation-Caused Quenching

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References

B. Yıldız, B. Seçkin Arslan, E. Güzel, M. Nebioğlu, N. Menges, İ. Şişman, M. Şener “Non-aggregating zinc phthalocyanine sensitizer with bulky diphenylphenoxy donor groups and pyrazole-3-carboxylic acid anchoring group for coadsorbent-free dye-sensitized solar cells”, Solar Energy, 226, 7, September 2021, https://doi.org/10.1016/j.solener.2021.08.033

C. Ilgün, A. M. Sevim, S. Çakar, M. Özacar, A. Gül, “Novel Co and Zn-Phthalocyanine dyes with octa-carboxylic acid substituents for DSSCs”, Solar Energy 218, 7, April 2021, https://doi.org/10.1016/j.solener.2021.02.042

G. Lyu, T. J. F. Southern, B. L. Charles, M. Roger, P. Gerbier, S. Clément and R. C. Evans, “Aggregation-induced emission from silole-based lumophores embedded in organic–inorganic hybrid hosts”, J. Mater. Chem. C,9, 39, 2021. https://doi.org/10.1039/D1TC02794H

Yu, M., Huang, R., Guo, J. et al. “Promising applications of aggregation-induced emission luminogens in organic optoelectronic devices.” PhotoniX, 10, 1, November 2020. https://doi.org/10.1186/s43074-020-00012-y

J. H. Kim, T. Schembri, D. Bialas, M. Stolte, F. Würthner, “Slip-Stacked J-Aggregate Materials for Organic Solar Cells and Photodetectors” Advanced Materials, 14, 3, October 2021. https://doi.org/10.1002/adma.202104678

C. Ji, L. Lai, P. Li, Z. Wu, W. Cheng, M. Yin, “Organic dye assemblies with aggregation-induced photophysical changes and their bio-applications” Aggregate, 2, 4, February 2021. https://doi.org/10.1002/agt2.39

M. A. Schmidt and J. F. Mário "Phthalocyanines: An Old Dog Can Still Have New (Photo)Tricks!", Molecules 26, 9, March 2021, https://doi.org/10.3390/molecules26092823

Y, Okada, T. Hoshi and N. Kobayashi, “Recent Progress in Optically-Active Phthalocyanines and Their Related Azamacrocycles.” Front. Chem. 8, 595998, October 2021. https://doi.org/10.3389/fchem.2020.595998

E. H. Alici, A. T. Bilgiçli, A. Günsel, G. Arabaci and M. N. Yarasir, “α-Substituted phthalocyanines based on metal-induced H- or J-type aggregation for silver and palladium ions: synthesis, fluorescence, and antimicrobial and antioxidant properties” Dalton Trans.,9 ,50, January 2021, https://doi.org/10.1039/D0DT04103C

R. Georgescu, C. Boscornea, I. Calinescu, R. State, “Raman, IR and UV-Vis spectroscopic investigations of some substituted phthalocyanines”, Rev. CHIM. 10, 66, December 2015

X. Zhang, X. Li, L. Niu, L. Sun and L. Liu, “Charge Transfer Photophysics of Tetra(α-amino) Zinc Phthalocyanine”, Journal of Fluorescence, 19, 947 December 2009, https://doi.org/10.1007/s10895-009-0494-7.

V. K. Bind, “Supramolecular Phthalocyanine Aggregates”, Indian Institute of Science Education and Research Master’s thesis, June 2014

Y. Wana, S. Chena, G. Wangb, Q. Lianga, Z. Lia,b & S. Xu, “Facile Synthesis and Characterization of Zinc Tetranitro Phthalocyanine–MWCNTs Nanocomposites with Efficient Visible-Light-Driven Photocatalytic Activity”, ACTA PHYSICA POLONICA, 3, 130, December 2016.

M. Kareem, “Synthesis and Characterization of New Zinc-phthalocyanine with Four Dodecenyl-benzoic Pendant Groups”, Pure and Applied Sciences, 2, 25, December 2017

G. Martynov, J. Mack, K. May, “Methodological Survey of Simplified TD-DFT Methods for Fast and Accurate Interpretation of UV–Vis–NIR Spectra of Phthalocyanines”, ACS Omega., 4, 14, April 2019, https://doi.org/10.1021/acsomega.8b03500